ES382429A1 - Styrene derivatives - Google Patents

Styrene derivatives

Info

Publication number
ES382429A1
ES382429A1 ES382429A ES382429A ES382429A1 ES 382429 A1 ES382429 A1 ES 382429A1 ES 382429 A ES382429 A ES 382429A ES 382429 A ES382429 A ES 382429A ES 382429 A1 ES382429 A1 ES 382429A1
Authority
ES
Spain
Prior art keywords
radical
radicals
lower alcohol
optionally substituted
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES382429A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Publication of ES382429A1 publication Critical patent/ES382429A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P21/00—Drugs for disorders of the muscular or neuromuscular system
    • A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring
    • C07C39/19—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds
    • C07C39/20—Hydroxy-styrenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/42—Singly bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4056—Esters of arylalkanephosphonic acids

Abstract

Procedure for the preparation of new beta-aryl-2-aminoalkoxystyrenes of the general formula **(See formula)** wherein Ar means a phenyl radical, the 2- or 3-, or 4-pyridyl radical which may optionally be further substituted by a lower alcohol group, the 2-quinoline or 2-pyrazinyl radical, which may optionally be further substituted by a lower alcohol radical, the pyrimidyl radical optionally substituted by a lower alcohol group, the 2-benzimidazolyl radical optionally substituted by a halogen atom or by a lower alcohol radical or the trifluoromethyl group, the 2-furyl or 2-thienyl radical, the 5-isoxazolyl radical optionally substituted by a lower alcohol group or phenyl radical, the 5- (l, 2,4-oxadiazolyl radical optionally substituted by a lower alcohol radical; and R1, R3, R4 and R5, which may be the same or different from each other, mean hydrogen atoms or lower alcohol radicals, R3 signifies a hydrogen atom, a lower alkoxy group; R6, and R7, which may be the same or different from each other, signify atoms hydrogen or alcohol, alkenyl, hydroxyalkyl, alkoxyalkyl or lower aralcohyl radicals, the radicals R6 and R7 also being able to form, together with the nitrogen atom located between them, a 5- to 7-membered heterocyclic, monocyclic and saturated ring, which may eventually be further interrupted by an oxygen atom or by another nitrogen atom and n denotes the numbers 0 or 1, as well as their acid addition salts with organic or inorganic acids, characterized in that a compound of the general formula is reacted **(See formula)** in which the radicals Ar, R1 to R5 and n have the meanings indicated above and Z means a radical interchangeable with basic radicals, with an amine of the general formula **(See formula)** in which the radicals R6 and R7 are defined as indicated above, at elevated temperatures, and if desired, a possibly resulting mixture of the cis and trans isomers is then separated by fractional crystallization and/or if desired, the compound is transformed obtained from formula I in its salt by addition of acid by means of an organic or inorganic acid. (Machine-translation by Google Translate, not legally binding)
ES382429A 1969-08-05 1970-08-04 Styrene derivatives Expired ES382429A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1939809A DE1939809B2 (en) 1969-08-05 1969-08-05 β-Aryl-2-aminoalkoxy-styrenes and process for their preparation

Publications (1)

Publication Number Publication Date
ES382429A1 true ES382429A1 (en) 1972-11-16

Family

ID=5741970

Family Applications (6)

Application Number Title Priority Date Filing Date
ES382427A Expired ES382427A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382429A Expired ES382429A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382425A Expired ES382425A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382430A Expired ES382430A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382426A Expired ES382426A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382428A Expired ES382428A1 (en) 1969-08-05 1970-08-04 Styrene derivatives

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES382427A Expired ES382427A1 (en) 1969-08-05 1970-08-04 Styrene derivatives

Family Applications After (4)

Application Number Title Priority Date Filing Date
ES382425A Expired ES382425A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382430A Expired ES382430A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382426A Expired ES382426A1 (en) 1969-08-05 1970-08-04 Styrene derivatives
ES382428A Expired ES382428A1 (en) 1969-08-05 1970-08-04 Styrene derivatives

Country Status (25)

Country Link
JP (6) JPS4941433B1 (en)
KR (1) KR780000113B1 (en)
AT (5) AT301565B (en)
BE (1) BE754405A (en)
BG (6) BG17952A3 (en)
CH (6) CH548368A (en)
CS (6) CS170538B2 (en)
DE (1) DE1939809B2 (en)
DK (1) DK139717B (en)
ES (6) ES382427A1 (en)
FI (1) FI54912C (en)
FR (1) FR2068463B1 (en)
GB (1) GB1307436A (en)
HU (1) HU163185B (en)
IE (1) IE34634B1 (en)
IL (1) IL35047A (en)
NL (1) NL7011590A (en)
NO (1) NO135243C (en)
PH (1) PH9520A (en)
PL (2) PL78370B1 (en)
RO (5) RO57794A (en)
SE (1) SE382211B (en)
SU (5) SU450398A3 (en)
YU (2) YU198170A (en)
ZA (1) ZA705411B (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50139537A (en) * 1974-04-25 1975-11-07
US4220603A (en) * 1977-10-07 1980-09-02 Mitsubishi Chemical Industries, Limited Pharmaceutically active (omega-aminoalkoxy)bibenzyls
JPS6045632B2 (en) * 1978-03-09 1985-10-11 三菱化学株式会社 ω-aminoalkoxystilbenes and their acid addition salts
DE2818765A1 (en) 1978-04-28 1979-11-08 Basf Ag AMINO DERIVATIVES OF 2-METHYL-5- (2-HYDROXYSTYRENE) -1,3,4-THIADIAZOLE
DE2818999A1 (en) * 1978-04-29 1979-11-15 Basf Ag AMINO DERIVATIVES OF 3-ALKYL-5- (2-HYDROXYSTYRYL) -ISOXAZOLES
DE2818998A1 (en) * 1978-04-29 1979-11-15 Basf Ag 3-ALKYL-5- (2-HYDROXY-STYRYL) -ISOXAZOLES AND METHOD FOR THE PRODUCTION THEREOF
JPS5629548A (en) * 1979-08-16 1981-03-24 Mitsubishi Chem Ind Ltd Omega-aminoalkoxystilbenes and their acid addition salts
DE2943405A1 (en) * 1979-10-26 1981-05-07 Basf Ag, 6700 Ludwigshafen NEW AMINO DERIVATIVES OF 5- (2-HYDROXYSTYRYL) -ISOXAZOLE
DE2943406A1 (en) 1979-10-26 1981-05-07 Basf Ag, 6700 Ludwigshafen AMINO DERIVATIVES OF 2-METHYL-5- (2-HYDROXYSTYRYL) -1,3,4-THIADIAZOL
DE3006809A1 (en) * 1980-02-23 1981-09-24 Basf Ag, 6700 Ludwigshafen 2 - ((3-AMINO-2-HYDROXY-PROPOXY) -STYRYL) -ISOXAZOLES, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL PREPARATIONS CONTAINING THEM
JPS5874379U (en) * 1981-11-16 1983-05-19 富士通株式会社 electronic equipment
NZ213986A (en) * 1984-10-30 1989-07-27 Usv Pharma Corp Heterocyclic or aromatic compounds, and pharmaceutical compositions containing such
SG195105A1 (en) 2011-06-10 2013-12-30 Procter & Gamble Absorbent core for disposable absorbent articles
CA2838951C (en) 2011-06-10 2019-07-16 The Procter & Gamble Company An absorbent core for disposable diapers comprising longitudinal channels
ES2751141T3 (en) 2011-06-10 2020-03-30 Procter & Gamble Absorbent structure for absorbent articles
EP2740449B1 (en) 2012-12-10 2019-01-23 The Procter & Gamble Company Absorbent article with high absorbent material content
ES2655690T3 (en) 2013-06-14 2018-02-21 The Procter & Gamble Company Absorbent article and absorbent core formation channels when wet
US9987176B2 (en) 2013-08-27 2018-06-05 The Procter & Gamble Company Absorbent articles with channels
EP2851048B1 (en) 2013-09-19 2018-09-05 The Procter and Gamble Company Absorbent cores having material free areas
ES2606320T3 (en) 2013-12-19 2017-03-23 The Procter & Gamble Company Absorbent cores that have channel-forming areas and wrapping joints in c

Also Published As

Publication number Publication date
IE34634B1 (en) 1975-07-09
PL93130B1 (en) 1977-05-30
CH548981A (en) 1974-05-15
CH548982A (en) 1974-05-15
RO58861A2 (en) 1975-06-30
AT302345B (en) 1972-10-10
ES382425A1 (en) 1972-11-16
SU428597A3 (en) 1974-05-15
AT302346B (en) 1972-10-10
HU163185B (en) 1973-06-28
AT303055B (en) 1972-11-10
BG17950A3 (en) 1974-03-05
KR780000113B1 (en) 1978-04-15
ES382430A1 (en) 1972-12-01
JPS5113147B1 (en) 1976-04-26
SU439965A3 (en) 1974-08-15
RO58837A (en) 1975-09-15
GB1307436A (en) 1973-02-21
IE34634L (en) 1971-02-05
BG20095A3 (en) 1975-10-30
SU439966A3 (en) 1974-08-15
DE1939809A1 (en) 1971-02-18
FR2068463B1 (en) 1974-08-30
ZA705411B (en) 1971-05-27
DE1939809B2 (en) 1978-04-13
PH9520A (en) 1976-01-09
BG17952A3 (en) 1974-03-05
JPS5113150B1 (en) 1976-04-26
CS170534B2 (en) 1976-08-27
CS170533B2 (en) 1976-08-27
FR2068463A1 (en) 1971-08-27
BG17951A3 (en) 1974-03-05
NL7011590A (en) 1971-02-09
ES382426A1 (en) 1972-11-16
SU450398A3 (en) 1974-11-15
CS170536B2 (en) 1976-08-27
CS170538B2 (en) 1976-08-27
JPS5113146B1 (en) 1976-04-26
AT301565B (en) 1972-09-11
SU432712A3 (en) 1974-06-15
RO57548A (en) 1975-02-15
DK139717B (en) 1979-04-02
NO135243B (en) 1976-11-29
RO57794A (en) 1975-06-15
IL35047A (en) 1973-05-31
SE382211B (en) 1976-01-19
FI54912C (en) 1979-04-10
CH548983A (en) 1974-05-15
BG18599A3 (en) 1975-02-25
ES382428A1 (en) 1972-11-16
DE1939809C3 (en) 1979-01-11
JPS5113148B1 (en) 1976-04-26
IL35047A0 (en) 1970-10-30
YU198170A (en) 1979-07-10
CH548367A (en) 1974-04-30
DK139717C (en) 1979-09-17
JPS4941433B1 (en) 1974-11-08
YU37478A (en) 1979-07-10
BE754405A (en) 1971-02-04
AT302344B (en) 1972-10-10
PL78370B1 (en) 1975-06-30
CH548366A (en) 1974-04-30
BG18600A3 (en) 1975-02-25
RO57793A (en) 1975-03-15
CS170537B2 (en) 1976-08-27
FI54912B (en) 1978-12-29
JPS5113149B1 (en) 1976-04-26
CH548368A (en) 1974-04-30
NO135243C (en) 1977-03-09
CS170535B2 (en) 1976-08-27
ES382427A1 (en) 1972-11-16

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